NPASS drugs

Drug Information

Drug ID:	NPD2818
Drug Name:	SKF-105809
Molecular Formula:	C18H17N3OS
Canonical SMILES:	CS(=O)c1ccc(cc1)c1nc2n(c1c1ccncc1)CCC2
Standard InCHI:	InChI=1S/C18H17N3OS/c1-23(22)15-6-4-13(5-7-15)17-18(14-8-10-19-11-9-14)21-12-2-3-16(21)20-17/h4-11H,2-3,12H2,1H3
Standard InCHIKey:	KSEJZTWORQXILM-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2818

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	924
0.1-0.2	11223
0.2-0.3	13199
0.3-0.4	2539
0.4-0.5	1486
0.5-0.6	1124
0.6-0.7	369
0.7-0.8	24
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8907	NPC469308
Intermediate Similarity	0.8305	NPC317054
Intermediate Similarity	0.7541	NPC91895
Intermediate Similarity	0.7459	NPC470203
Intermediate Similarity	0.7403	NPC470204
Intermediate Similarity	0.7386	NPC470111
Intermediate Similarity	0.7278	NPC476219
Intermediate Similarity	0.7278	NPC476297
Intermediate Similarity	0.724	NPC39092
Intermediate Similarity	0.7228	NPC478182
Intermediate Similarity	0.7207	NPC40070
Intermediate Similarity	0.7191	NPC201380
Intermediate Similarity	0.7191	NPC179787
Intermediate Similarity	0.7174	NPC225018
Intermediate Similarity	0.7151	NPC321911
Intermediate Similarity	0.7135	NPC63545
Intermediate Similarity	0.712	NPC122141
Intermediate Similarity	0.7095	NPC469811
Intermediate Similarity	0.7095	NPC114209
Intermediate Similarity	0.7065	NPC293487
Intermediate Similarity	0.7065	NPC477591
Intermediate Similarity	0.7043	NPC317105
Intermediate Similarity	0.7033	NPC325903
Intermediate Similarity	0.7016	NPC280852
Intermediate Similarity	0.7011	NPC236711
Intermediate Similarity	0.7005	NPC116555
Remote Similarity	0.6995	NPC16659
Remote Similarity	0.6974	NPC108011
Remote Similarity	0.6971	NPC150259
Remote Similarity	0.6971	NPC314102
Remote Similarity	0.6971	NPC251722
Remote Similarity	0.6968	NPC478183
Remote Similarity	0.6959	NPC307191
Remote Similarity	0.6952	NPC478184
Remote Similarity	0.6943	NPC265710
Remote Similarity	0.6923	NPC53947
Remote Similarity	0.6898	NPC478185
Remote Similarity	0.6885	NPC470233
Remote Similarity	0.6882	NPC300238
Remote Similarity	0.6878	NPC56233
Remote Similarity	0.6872	NPC471603
Remote Similarity	0.6851	NPC288838
Remote Similarity	0.6834	NPC472289
Remote Similarity	0.6822	NPC267811
Remote Similarity	0.6821	NPC164228
Remote Similarity	0.6806	NPC32534
Remote Similarity	0.6804	NPC473380
Remote Similarity	0.6804	NPC240088
Remote Similarity	0.6796	NPC285731
Remote Similarity	0.6793	NPC216713
Remote Similarity	0.6793	NPC470823
Remote Similarity	0.6778	NPC20144
Remote Similarity	0.6771	NPC82331
Remote Similarity	0.6757	NPC200214
Remote Similarity	0.6736	NPC314557
Remote Similarity	0.6721	NPC471957
Remote Similarity	0.6706	NPC46358
Remote Similarity	0.6704	NPC73767
Remote Similarity	0.6704	NPC104483
Remote Similarity	0.6703	NPC204141
Remote Similarity	0.6702	NPC135141
Remote Similarity	0.6702	NPC92796
Remote Similarity	0.6702	NPC474791
Remote Similarity	0.6702	NPC49217
Remote Similarity	0.6684	NPC12649
Remote Similarity	0.6667	NPC315715
Remote Similarity	0.6667	NPC469761
Remote Similarity	0.6667	NPC469780
Remote Similarity	0.6667	NPC469768
Remote Similarity	0.6667	NPC471609
Remote Similarity	0.6667	NPC469779
Remote Similarity	0.6667	NPC143872
Remote Similarity	0.6667	NPC469767
Remote Similarity	0.6667	NPC115611
Remote Similarity	0.6667	NPC474958
Remote Similarity	0.6667	NPC469783
Remote Similarity	0.6667	NPC469784
Remote Similarity	0.6649	NPC216643
Remote Similarity	0.6649	NPC2165
Remote Similarity	0.6649	NPC274229
Remote Similarity	0.6649	NPC129721
Remote Similarity	0.6649	NPC469897
Remote Similarity	0.6649	NPC195507
Remote Similarity	0.6634	NPC231536
Remote Similarity	0.6632	NPC97343
Remote Similarity	0.663	NPC469766
Remote Similarity	0.6629	NPC216159
Remote Similarity	0.6611	NPC110126
Remote Similarity	0.6605	NPC282247
Remote Similarity	0.6595	NPC282531
Remote Similarity	0.6592	NPC84911
Remote Similarity	0.659	NPC173344
Remote Similarity	0.6588	NPC265605
Remote Similarity	0.6588	NPC48564
Remote Similarity	0.6588	NPC182570
Remote Similarity	0.6576	NPC478186
Remote Similarity	0.6573	NPC198988
Remote Similarity	0.657	NPC476322
Remote Similarity	0.6566	NPC24864
Remote Similarity	0.656	NPC149014
Remote Similarity	0.6548	NPC471402
Remote Similarity	0.6548	NPC248454
Remote Similarity	0.6548	NPC297486
Remote Similarity	0.6548	NPC240136
Remote Similarity	0.6545	NPC253687
Remote Similarity	0.6542	NPC147810
Remote Similarity	0.6538	NPC88121
Remote Similarity	0.6536	NPC29886
Remote Similarity	0.6536	NPC261195
Remote Similarity	0.6536	NPC96102
Remote Similarity	0.6534	NPC69914
Remote Similarity	0.6531	NPC471579
Remote Similarity	0.6526	NPC56765
Remote Similarity	0.6524	NPC469975
Remote Similarity	0.6522	NPC314372
Remote Similarity	0.6522	NPC86288
Remote Similarity	0.6519	NPC316811
Remote Similarity	0.6519	NPC315348
Remote Similarity	0.6519	NPC32002
Remote Similarity	0.6516	NPC253987
Remote Similarity	0.6512	NPC54981
Remote Similarity	0.6509	NPC91958
Remote Similarity	0.6508	NPC51054
Remote Similarity	0.6503	NPC190296
Remote Similarity	0.65	NPC77022
Remote Similarity	0.65	NPC105127
Remote Similarity	0.6494	NPC476140
Remote Similarity	0.6492	NPC215584
Remote Similarity	0.6492	NPC229173
Remote Similarity	0.6492	NPC44773
Remote Similarity	0.6489	NPC69843
Remote Similarity	0.6477	NPC476131
Remote Similarity	0.6471	NPC24678
Remote Similarity	0.6471	NPC148592
Remote Similarity	0.6471	NPC216221
Remote Similarity	0.6471	NPC105818
Remote Similarity	0.6464	NPC169433
Remote Similarity	0.646	NPC470323
Remote Similarity	0.6457	NPC19170
Remote Similarity	0.6455	NPC120070
Remote Similarity	0.645	NPC191415
Remote Similarity	0.6449	NPC66699
Remote Similarity	0.6444	NPC325252
Remote Similarity	0.644	NPC475990
Remote Similarity	0.644	NPC474880
Remote Similarity	0.644	NPC221786
Remote Similarity	0.6436	NPC476341
Remote Similarity	0.6432	NPC267078
Remote Similarity	0.6432	NPC935
Remote Similarity	0.6429	NPC88097
Remote Similarity	0.6425	NPC90723
Remote Similarity	0.6418	NPC163055
Remote Similarity	0.6416	NPC290094
Remote Similarity	0.6413	NPC130570
Remote Similarity	0.6406	NPC110602
Remote Similarity	0.6406	NPC31385
Remote Similarity	0.6406	NPC75726
Remote Similarity	0.6404	NPC471322
Remote Similarity	0.6404	NPC82295
Remote Similarity	0.6404	NPC101165
Remote Similarity	0.6404	NPC256893
Remote Similarity	0.6404	NPC474357
Remote Similarity	0.6402	NPC25008
Remote Similarity	0.6402	NPC73952
Remote Similarity	0.6402	NPC259644
Remote Similarity	0.6402	NPC469765
Remote Similarity	0.6402	NPC469763
Remote Similarity	0.6402	NPC469760
Remote Similarity	0.6402	NPC175916
Remote Similarity	0.6402	NPC469786
Remote Similarity	0.6402	NPC138842
Remote Similarity	0.64	NPC314919
Remote Similarity	0.6393	NPC279081
Remote Similarity	0.6393	NPC284635
Remote Similarity	0.6393	NPC59084
Remote Similarity	0.6393	NPC2949
Remote Similarity	0.6386	NPC284678
Remote Similarity	0.6377	NPC188821
Remote Similarity	0.6377	NPC474180
Remote Similarity	0.6377	NPC326422
Remote Similarity	0.6372	NPC297862
Remote Similarity	0.6372	NPC71238
Remote Similarity	0.6368	NPC80597
Remote Similarity	0.6368	NPC211572
Remote Similarity	0.6368	NPC212376
Remote Similarity	0.6368	NPC75540
Remote Similarity	0.6368	NPC70922
Remote Similarity	0.6364	NPC469938
Remote Similarity	0.6359	NPC63157
Remote Similarity	0.6359	NPC473868
Remote Similarity	0.6359	NPC124636
Remote Similarity	0.6354	NPC318065
Remote Similarity	0.6354	NPC206819
Remote Similarity	0.6353	NPC81561
Remote Similarity	0.6348	NPC282398
Remote Similarity	0.6346	NPC294693
Remote Similarity	0.6344	NPC470440
Remote Similarity	0.6344	NPC159856
Remote Similarity	0.6341	NPC255909
Remote Similarity	0.6337	NPC48938

Drug Structure

NPD2818 OpenBabel08211702552D 23 26 0 0 0 0 0 0 0 0999 V2000 -5.7938 1.8039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4699 0.8612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9797 1.6966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2775 0.3511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4387 1.8039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1162 0.8353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2775 2.2881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1588 -1.7605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4094 -0.6424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8043 -2.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0549 -1.3645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9797 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4387 0.8353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4613 -0.8405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1162 1.8039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4702 0.8353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9800 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7524 -2.2845 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9800 1.6966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9550 3.2567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9550 2.2881 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 1 0 0 0 0 2 12 1 0 0 0 0 3 16 1 0 0 0 0 4 6 1 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 23 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 22 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000582
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	323.11
ALogP	-0.9701
MLogP	2.89
XLogP	2.385
HDA	4
HBD	0
Rotatable Bonds	4
TPSA	66.99
RO5 Violation	0